#------------------------------------------------------------------------------
#$Date: 2022-06-07 10:56:06 +0300 (Tue, 07 Jun 2022) $
#$Revision: 275864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/53/8105348.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8105348
loop_
_publ_author_name
'Yuan, Ge'
'Dengwu, Wang'
'Xiaoping, Huo'
'Liguo, Yang'
'Cuihong, Zhang'
_publ_section_title
;
 Crystal structure of
 bis(5-ethoxy-2-(((1-hydroxy-2-methyl-3-oxidopropan-2-yl)imino)methyl)phenolato-κ3
 N,O,O’)manganese(IV) -- methanol (1/1), C27H38MnN2O9
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              977
_journal_page_last               978
_journal_paper_doi               10.1515/ncrs-2020-0134
_journal_volume                  235
_journal_year                    2020
_chemical_formula_sum            'C27 H38 Mn N2 O9'
_chemical_formula_weight         589.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 122.596(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.9473(14)
_cell_length_b                   17.8744(16)
_cell_length_c                   12.5536(11)
_cell_measurement_reflns_used    6929
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.63
_cell_measurement_theta_min      2.98
_cell_volume                     2825.7(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17608
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.667
_diffrn_reflns_theta_min         1.978
_exptl_absorpt_coefficient_mu    0.522
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6632
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3293
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0423
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0719P)²+2.2344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1295
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2815
_reflns_number_total             3293
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2020-0134_suppl.cif
_cod_data_source_block           23_a
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8105348
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.5000 0.32403(2) 0.2500 0.03507(15) Uani 1 2 d S T P . .
N1 N 0.41569(14) 0.31641(9) 0.32834(15) 0.0399(4) Uani 1 1 d . . . . .
O1 O 0.13220(17) 0.27866(15) 0.09058(19) 0.0830(7) Uani 1 1 d . . . . .
H1 H 0.1230 0.2678 0.0219 0.124 Uiso 1 1 calc R U . . .
C1 C 0.9096(3) 0.5192(3) 0.5444(4) 0.1122(15) Uani 1 1 d . . . . .
H1A H 0.9251 0.4694 0.5300 0.168 Uiso 1 1 calc R U . . .
H1B H 0.9748 0.5456 0.5986 0.168 Uiso 1 1 calc R U . . .
H1C H 0.8689 0.5450 0.4651 0.168 Uiso 1 1 calc R U . . .
O2 O 0.40465(13) 0.25313(9) 0.13883(14) 0.0519(4) Uani 1 1 d . . . . .
C2 C 0.8481(2) 0.5154(2) 0.6048(3) 0.0847(10) Uani 1 1 d . . . . .
H2A H 0.8887 0.4899 0.6856 0.102 Uiso 1 1 calc R U . . .
H2B H 0.8313 0.5653 0.6190 0.102 Uiso 1 1 calc R U . . .
C3 C 0.68750(16) 0.45971(11) 0.56169(17) 0.0412(4) Uani 1 1 d . . . . .
O3 O 0.58391(11) 0.40026(8) 0.36528(12) 0.0401(3) Uani 1 1 d . . . . .
O4 O 0.75377(13) 0.47538(10) 0.52193(15) 0.0559(4) Uani 1 1 d . . . . .
C4 C 0.70129(19) 0.48240(12) 0.67480(19) 0.0503(5) Uani 1 1 d . . . . .
H4 H 0.7604 0.5109 0.7308 0.060 Uiso 1 1 calc R U . . .
C5 C 0.6281(2) 0.46338(13) 0.70632(19) 0.0544(6) Uani 1 1 d . . . . .
H5 H 0.6378 0.4799 0.7821 0.065 Uiso 1 1 calc R U . . .
O5 O 0.9823(18) 0.2709(5) 0.2212(15) 0.184(5) Uani 0.5 1 d D U P A -1
H5A H 0.9315 0.2824 0.1512 0.276 Uiso 0.5 1 calc R U P A -1
C14 C 0.9832(11) 0.3169(8) 0.3160(12) 0.149(4) Uani 0.5 1 d D U P A -1
H14A H 1.0314 0.3580 0.3368 0.223 Uiso 0.5 1 calc R U P A -1
H14B H 1.0058 0.2876 0.3904 0.223 Uiso 0.5 1 calc R U P A -1
H14C H 0.9131 0.3360 0.2839 0.223 Uiso 0.5 1 calc R U P A -1
C6 C 0.54248(19) 0.42071(13) 0.62626(19) 0.0485(5) Uani 1 1 d . . . . .
H6 H 0.4938 0.4080 0.6477 0.058 Uiso 1 1 calc R U . . .
C7 C 0.52667(16) 0.39528(11) 0.51017(16) 0.0380(4) Uani 1 1 d . . . . .
C9 C 0.43811(17) 0.34812(12) 0.43249(18) 0.0420(4) Uani 1 1 d . . . . .
H9 H 0.3919 0.3392 0.4592 0.050 Uiso 1 1 calc R U . . .
C8 C 0.59748(15) 0.41624(10) 0.47493(16) 0.0350(4) Uani 1 1 d . . . . .
C10 C 0.3213(2) 0.26645(13) 0.2568(2) 0.0527(6) Uani 1 1 d . . . . .
C11 C 0.2938(3) 0.22313(18) 0.3405(3) 0.0822(10) Uani 1 1 d . . . . .
H11A H 0.3565 0.1991 0.4077 0.123 Uiso 1 1 calc R U . . .
H11B H 0.2411 0.1860 0.2908 0.123 Uiso 1 1 calc R U . . .
H11C H 0.2666 0.2571 0.3757 0.123 Uiso 1 1 calc R U . . .
C12 C 0.3539(2) 0.21321(14) 0.1884(3) 0.0642(7) Uani 1 1 d . . . . .
H12A H 0.4017 0.1754 0.2469 0.077 Uiso 1 1 calc R U . . .
H12B H 0.2916 0.1882 0.1204 0.077 Uiso 1 1 calc R U . . .
C13 C 0.2291(2) 0.31772(15) 0.1639(2) 0.0581(6) Uani 1 1 d . . . . .
H13A H 0.2205 0.3569 0.2111 0.070 Uiso 1 1 calc R U . . .
H13B H 0.2467 0.3413 0.1079 0.070 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Mn1 O2 93.83(11) . 2_655
O2 Mn1 O3 173.20(7) . .
O2 Mn1 O3 89.57(7) 2_655 .
O2 Mn1 O3 89.57(7) . 2_655
O2 Mn1 O3 173.19(7) 2_655 2_655
O3 Mn1 O3 87.67(8) . 2_655
O2 Mn1 N1 83.68(7) . .
O2 Mn1 N1 90.92(7) 2_655 .
O3 Mn1 N1 90.38(6) . .
O3 Mn1 N1 95.32(7) 2_655 .
O2 Mn1 N1 90.92(7) . 2_655
O2 Mn1 N1 83.68(7) 2_655 2_655
O3 Mn1 N1 95.32(7) . 2_655
O3 Mn1 N1 90.38(6) 2_655 2_655
N1 Mn1 N1 172.10(9) . 2_655
C9 N1 C10 121.15(19) . .
C9 N1 Mn1 125.83(15) . .
C10 N1 Mn1 112.98(13) . .
C13 O1 H1 109.5 . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C12 O2 Mn1 113.10(13) . .
O4 C2 C1 107.2(3) . .
O4 C2 H2A 110.3 . .
C1 C2 H2A 110.3 . .
O4 C2 H2B 110.3 . .
C1 C2 H2B 110.3 . .
H2A C2 H2B 108.5 . .
O4 C3 C4 125.69(19) . .
O4 C3 C8 114.09(17) . .
C4 C3 C8 120.2(2) . .
C8 O3 Mn1 128.71(13) . .
C3 O4 C2 118.0(2) . .
C3 C4 C5 121.1(2) . .
C3 C4 H4 119.5 . .
C5 C4 H4 119.5 . .
C6 C5 C4 119.92(19) . .
C6 C5 H5 120.0 . .
C4 C5 H5 120.0 . .
C14 O5 H5A 109.5 . .
O5 C14 H14A 109.5 . .
O5 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
O5 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C5 C6 C7 120.6(2) . .
C5 C6 H6 119.7 . .
C7 C6 H6 119.7 . .
C8 C7 C6 120.16(19) . .
C8 C7 C9 121.65(17) . .
C6 C7 C9 118.19(19) . .
N1 C9 C7 126.3(2) . .
N1 C9 H9 116.9 . .
C7 C9 H9 116.9 . .
O3 C8 C7 123.91(17) . .
O3 C8 C3 118.10(18) . .
C7 C8 C3 117.95(17) . .
N1 C10 C12 103.1(2) . .
N1 C10 C11 113.93(19) . .
C12 C10 C11 110.9(2) . .
N1 C10 C13 105.66(18) . .
C12 C10 C13 111.8(2) . .
C11 C10 C13 111.1(3) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
O2 C12 C10 110.11(19) . .
O2 C12 H12A 109.6 . .
C10 C12 H12A 109.6 . .
O2 C12 H12B 109.6 . .
C10 C12 H12B 109.6 . .
H12A C12 H12B 108.2 . .
O1 C13 C10 112.6(2) . .
O1 C13 H13A 109.1 . .
C10 C13 H13A 109.1 . .
O1 C13 H13B 109.1 . .
C10 C13 H13B 109.1 . .
H13A C13 H13B 107.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O2 1.8552(14) .
Mn1 O2 1.8552(14) 2_655
Mn1 O3 1.8890(13) .
Mn1 O3 1.8891(13) 2_655
Mn1 N1 1.9772(18) .
Mn1 N1 1.9772(18) 2_655
N1 C9 1.293(3) .
N1 C10 1.493(3) .
O1 C13 1.413(3) .
O1 H1 0.8200 .
C1 C2 1.475(5) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
O2 C12 1.407(3) .
C2 O4 1.414(3) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 O4 1.357(3) .
C3 C4 1.381(3) .
C3 C8 1.422(3) .
O3 C8 1.310(2) .
C4 C5 1.391(4) .
C4 H4 0.9300 .
C5 C6 1.358(3) .
C5 H5 0.9300 .
O5 C14 1.441(15) .
O5 H5A 0.8200 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C6 C7 1.420(3) .
C6 H6 0.9300 .
C7 C8 1.400(3) .
C7 C9 1.422(3) .
C9 H9 0.9300 .
C10 C12 1.526(4) .
C10 C11 1.530(3) .
C10 C13 1.539(4) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
